Phosphorus oxybromide → 2-Bromo-5-chloro-3-fluoropyridine

温度

130 °C

To solid 5-chloro-3-fluoro-2-hydroxypyridine (75 g, 0.51 mmol) was added melted POBr3 (150 g, 0.52 mmol). DMF (2 mL) was then added by pipet, and the mixture was heated at 130° C. for 1 h. The excess POBr3 was quenched by the careful addition of water to the reaction mixture at 0° C., and the resulting mixture was dissolved in a 2:1 mixture of EtOAc:water. The organic layer was washed three times with water and once with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The resulting yellow oil was passed through a plug of silica gel (10% Et2O:90% hexanes) to provide the title compound as a white solid (79.4 g, 74%). The product was characterized by 1H NMR.

1. customThe excess POBr3 was quenched by the careful addition of water to the reaction mixture at 0° C.
2. dissolutionthe resulting mixture was dissolved in a 2:1 mixture of EtOAc
3. washThe organic layer was washed three times with water
4. dry with materialonce with brine, dried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo

ORDレコード

ord-f946339c41b741acb5c89d9841ba480e

出典データセット

uspto-grants-2010_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07851484B2